Chatham Rentals
- From $338 per night (USD)
VRBO
Lovely Stage Harbor Estate Guest House W\/Private Beach to Use
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Lovely guest house on quiet and picturesque Stage Harbor! Right on town way with 30 second walk to the water and use of ...
From $338 per night (USD)VRBO
- From $736 per night (USD)
VRBO
Private Beach, Gorgeous Walkable Neighborhood Surrounded by Water, Pets Welcome
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to "Highwood Cottage" , an owner-managed rental. Set well off the road for your privacy, the home is the way th ...
From $736 per night (USD)VRBO
- From $652 per night (USD)
VRBO
Near beach and town, private, AC, pet friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedrooms- 3 Bathrooms- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $652 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Family friendly luxury home with heated pool and spa
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
Gorgeous home in Chatham with a brand new heated saltwater pool and hot tub. The open floor plan, combined living and ...
From $1000 per night (USD)VRBO
- From $228 per night (USD)
VRBO
Cozy one bedroom on White pond (Must bring your own linens)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
2 Person only. Charming little classic Cape cottage located close to town, beaches and bike trail. The cottage is nestl ...
From $228 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Quaint 2 Bedroom Cottage Overlooking White Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Must bring your own linens. Perfect getaway to relax and unwind. Located in a small 5 acre enclave of cottages nestled u ...
From $255 per night (USD)VRBO
- From $88 per night (USD)
VRBO
Pleasant Forest Shores #1 S. Chatham: Classic Swedish ''Stuga'' style near beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget w ...
From $88 per night (USD)VRBO
- From $1450 per night (USD)
VRBO
Historic Home With Private Beach On Stage Harbor
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
** Weekly rentals only: Saturday to Saturday ** ** No Pets or Parties** Our family has enjoyed this community for ov ...
From $1450 per night (USD)VRBO
- Click For Pricing
VRBO
Cottage with beautiful marsh view, sleeps 7, walking distance to beach and pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Relax in our charming cottage with its spectacular views and ideal location. Great for families, young adults and older ...
Click For PricingVRBO
- From $1173 per night (USD)
VRBO
Chatham Landmark Estate, Large Guest House, Pool 177-CF
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 18
This property is professionally managed by Pretty Picky Properties Chatham Landmark Estate, Awesome Barn/Guest House, P ...
From $1173 per night (USD)VRBO
- From $370 per night (USD)
VRBO
Large Yard, Quiet; 300 Yd on Sidewalk to Hardings Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
If you have small children or would just like some peace and serenity, Blue Skye is for you. Lots of lawn to run and pl ...
From $370 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Solitude near the beach, High speed wifi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfort, convenience and beauty a mere 5 minute stroll away from Ridgevale beach. Nestled in a quiet neighborhood, our b ...
From $377 per night (USD)VRBO
- From $1131 per night (USD)
VRBO
New Waterfront Townhome
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
This picture perfect Townhome is set on 17.5 acres on beautiful Oyster. Beautifully and meticulously designed, this Town ...
From $1131 per night (USD)VRBO
- From $1790 per night (USD)
VRBO
Location! Pool & Spa! 2 Primary Suites, Walk to Town, Beach, Chatham Bars Inn
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
**As is customary with Cape rentals, there is a cleaning fee and a 14.45% local and state lodging tax. Please enter desi ...
From $1790 per night (USD)VRBO
- From $311 per night (USD)
VRBO
Pleasant Chatham Cape
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Pleasant Chatham Cape, a quintessential Cape Cod house that offers all-season fun in Chatham. This charming h ...
From $311 per night (USD)VRBO
- From $730 per night (USD)
VRBO
ABSOLUTELY AMAZING WATER VIEWS OF NANTUCKET SOUND AND JUST 1\/10 OF A MILE WALK TO DEEDED ASSOCIATION BEACH!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
Just 1/10 of a Mile to Deeded Association Beach! You will never want to leave this property, the views will take your b ...
From $730 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Sun-filled Completely Renovated 3 BR-2B minutes from Pleasant Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sun Filled, Completely Renovated 3 Bedroom, 2 Bath Minutes from Pleasant Bay or Downtown, Perfect for your Cape Adventur ...
From $350 per night (USD)VRBO
- From $627 per night (USD)
VRBO
Charming 3 bedroom 2.5 bath with all amenities - Walk to Town & Oyster Pond
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
A charming 3 bedroom, 2.5 bath cape with large kitchen and private backyard, patio and deck that abuts conservation lan ...
From $627 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
1.2 acres of beautiful waterfront property. Pond is great for canoes, fishing, and swimming. Canoe provided for tenant u ...
From $850 per night (USD)VRBO
- From $714 per night (USD)
VRBO
Perfect spot to kayak or canoe
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 13
Enjoy this Special Waterfront Retreat on Ryders Cove, a Perfect Spot to Kayak or Canoe! This 5 bedroom, 3.5 bath home ...
From $714 per night (USD)VRBO
- From $209 per night (USD)
VRBO
Renovated cottage 1 mile to beach in Chatham!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Totally renovated bungalow style cottage with a sunny open floor plan, brand new appliances and furnishings on quiet str ...
From $209 per night (USD)VRBO
- From $571 per night (USD)
VRBO
In the heart of Chatham Village -- Walk to everything Chatham has to offer.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our Chatham Bookends (main house) and Pencil Me Inn (guest cottage) tucked away just steps from Chatham Villa ...
From $571 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Centrally located home with patio, a\/c included, walking distance from town.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Centrally located vacation home with central air conditioning in an ideal location with 3 bedrooms, 2 full baths plus ...
From $500 per night (USD)VRBO
- From $760 per night (USD)
VRBO
Spacious Home Facing Nantucket Sound
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 10
Our airy and comfortable beach house features tranquil ocean views, a large 22 x 11 foot elevated back deck, 4 bedrooms, ...
From $760 per night (USD)VRBO
- From $407 per night (USD)
VRBO
Cozy North Chatham house. Great location, near downtown shopping and fish pier
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
North Chatham house a mile from Chatham fish pier. We are short drive to Lighthouse, Hardings or Ridgevale beach in on ...
From $407 per night (USD)VRBO
- From $651 per night (USD)
Expedia
Beautiful and Spacious, Sleeps 10 and a Quick Walk to Chatham's popular Harding's Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Newly Reduced $750 to $6750 / week for remaining July & August in-season weeks - Book Now Spacious Updated Home, V ...
From $651 per night (USD)Expedia
- Click For Pricing
Expedia
Breezy beachy house close to everything but away from it all
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Eastpoint – the ultimate vacation rental that strikes the perfect balance between convenience and serenity! T ...
Click For PricingExpedia
- From $280 per night (USD)
Expedia
On Goose Pond Pet Friendly Wifi Water Views Private
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1 Bedroom- 1 Bath- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $280 per night (USD)Expedia
- From $317 per night (USD)
VRBO
Idyllic Cape House Close to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Idyllic cape house close to beaches and ponds, as well as walking distance to restaurants, bars, ice cream, and shops in ...
From $317 per night (USD)VRBO
- From $2000 per night (USD)
VRBO
Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 5
This exquisite ONE (1) family home easily compares favorably to ocean front suites at the Chatham Bars Inn for a fractio ...
From $2000 per night (USD)VRBO
- From $665 per night (USD)
VRBO
Sparkling New in Chatham, Superb Views, Walk to Beaches : 041-C
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This property is professionally managed by Pretty Picky Properties. Sparkling Renovation in Chatham, Superb Views, Walk ...
From $665 per night (USD)VRBO
- From $157 per night (USD)
VRBO
1\/4 MILE TO BEAUTIFUL RIDGEVALE BEACH.....AND PET FRIENDLY!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
For those that love the beach, this 2 bedroom, 1 bath cottage is perfect: just 1/4 mile walk to Ridgevale beach! Bring ...
From $157 per night (USD)VRBO
- From $637 per night (USD)
VRBO
Ocean views, path to beach, short walk to lighthouse and town, sleeps 12
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
This listing combines a large house having a deck with a beautiful view of the ocean and an adjacent cottage allowing fo ...
From $637 per night (USD)VRBO
- From $428 per night (USD)
VRBO
Secluded Family Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This renovated, clean home is your perfect home away from home. Set back from Route 28 (Main Street) on 1.8 private acr ...
From $428 per night (USD)VRBO
- From $1228 per night (USD)
VRBO
Former B&B in the Heart of Chatham. Sleeps 14, Walk to Beach and Town: 407-C
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 14
This property is professionally managed by Pretty Picky Properties Family Compound in the Heart of Chatham. Sleeps 14, ...
From $1228 per night (USD)VRBO
- From $1043 per night (USD)
VRBO
Perfect House to Enjoy Family & Friends!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Main house has 3 bedrooms 2 baths. Open floor plan is great for a big group. Apartment has a full kitchen, living area a ...
From $1043 per night (USD)VRBO
- From $506 per night (USD)
VRBO
Walk to Private Beach Hot Tub AC Water Views The Sea Mist
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $506 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Near Beach, AC, WiFi, Pet friendly, fenced yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedrooms- 2 Bathrooms- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $293 per night (USD)Expedia
- From $428 per night (USD)
VRBO
Summer Hydrangea: Chatham's Truly Exceptional Summer Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Summer Hydrangea, quite possibly the finest property value for an exceptional summer rental in Chatham. Priva ...
From $428 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Pondfront cottage on Stillwater Pond
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Set your clocks back 50 years, and fish for your breakfast from your own dock or row-boat. This setting has been descri ...
From $360 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Oceanside Home between Chatham Bars Inn and Lighthouse Beach.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This exquisitely furnished, charming Cape Cod house is within an easy walk of Chatham's beaches, Fish Pier, Lighthouse, ...
From $1500 per night (USD)VRBO
- From $657 per night (USD)
VRBO
AC, Pool, Hot Tub, Fenced Yard, Beach vacation home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious four bedroom, two bathroom, single family home with central air, above ground pool, hot tub, fire pit, and fenc ...
From $657 per night (USD)VRBO
- From $1795 per night (USD)
VRBO
Updated Chatham Family Compound, Heated Pool & hot tub, 489-C
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties Updated Chatham Family Compound, Heated Pool with Ho ...
From $1795 per night (USD)VRBO
- From $314 per night (USD)
VRBO
SHORT WALK TO LIGHTHOUSE BEACH, ANDREW HARDINGS LANE BEACH AND TOWN!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Close to Town, Lighthouse Beach and Andrew Hardings Lane -- Desirable Old Village Location! This summer rental is imma ...
From $314 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Peaceful, Charming, Quiet, Airy, Cozy - Take A Look!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This 3 bedroom 2 bathroom two-story cape is private, quiet, and overlooks a lovely cranberry bog. Inside it's airy and o ...
From $275 per night (USD)VRBO
- From $712 per night (USD)
VRBO
Superb, Upscale with Pool and Hot Tub in Chatham: 002-C
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This Property is professionally managed by Pretty Picky Properties. Superb, Upscale with Pool and Hot Tub in Chatham S ...
From $712 per night (USD)VRBO
- From $625 per night (USD)
VRBO
Sand Dunes and Salty Air - 5 minutes drive to beaches!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A beautiful house on a quiet cul-de-sac that is close to everything that Chatham has to offer. It is less than 2 miles f ...
From $625 per night (USD)VRBO
- Click For Pricing
VRBO
Sweeping Ocean Views, Gorgeous Home With Guest Cottage, Pool and Tennis Court
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
This cherished family home + guest cottage in coveted section of North Chatham is available for only one or two weeks e ...
Click For PricingVRBO
- From $575 per night (USD)
VRBO
Ocean & Marina Views From This Charming Cottage! Walk To Beach & Town.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Charming cottage right next to Outermost Marina with views of the boats & water. The quintessential beach house! If you ...
From $575 per night (USD)VRBO
- From $357 per night (USD)
VRBO
JUST 2\/10'S OF A MILE TO FOREST BEACH!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A BEAUTIFUL HOME THAT IS A SHORT DISTANCE TO TWO LOVELY NANTUCKET SOUND BEACHES! FOREST BEACH IS JUST 2/10'S OF A MILE A ...
From $357 per night (USD)VRBO
- From $800 per night (USD)
VRBO
SHORT WALK TO LIGHTHOUSE BEACH AND TOWN....WATERFRONT ON MILLPOND WITH PATH TO WATER!!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Fabulous Old Village Location, Short Distance to Lighthouse Beach and Town Large, rustic waterfront property on saltwat ...
From $800 per night (USD)VRBO
- From $333 per night (USD)
Expedia
Near Beach Close to Town AC Units WiFi BreakAway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom-3 Bathroom- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $333 per night (USD)Expedia
- From $684 per night (USD)
VRBO
Lover's Lake Escape - Chatham Lakefront home with private access to Lover's Lake
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This home is represented by Nauset Rental, a local vacation rental management company. Enjoy the serenity of Lover's L ...
From $684 per night (USD)VRBO
- From $887 per night (USD)
Expedia
North Chatham Water View Oasis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Amazing views! Enjoy the views of Pleasant Bay out to the ocean and the Outer Beach! This 4 bedroom 3 bath home is spaci ...
From $887 per night (USD)Expedia
- Click For Pricing
VRBO
Walk to Pleasant Street Beach, Renovated, Central AC, King Bed!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Cape Charmed Chatham Colonial! Nearby to Pleasant Street Beach! This newly remodeled, bright and beautifully decorated, ...
Click For PricingVRBO
- From $299 per night (USD)
VRBO
Chillin' In Chatham, 5 minute Walk to Ridgevale Beach, Central Air, Sleeps 6.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Adorable Chatham Ridgevale Beach House With Beautiful Gardens! *******7 night minimum stay Saturday to Saturday***** ...
From $299 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Sea views and steps to Ridgevale Beach - Airy Cottage with Modern Amenities
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Bright and airy cottage sleeps max 5 (2 BR - 1Q, 2T) plus single pull out sofa bed in hi living room. A block by footpat ...
From $300 per night (USD)VRBO
- From $570 per night (USD)
VRBO
Beautiful Cape Cod Gem
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 11
This classic Cape Cod house is full of traditional charm and features without skimping on the modern amenities. Upstair ...
From $570 per night (USD)VRBO
- From $241 per night (USD)
VRBO
South Chatham, Ma. 02659. Seasonal Cottage, Walk to Pleasant Street Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cottage has been in family for over 40 years but updated over the years. Seasonal beach cottage 1 full bath, king bedro ...
From $241 per night (USD)VRBO
- From $2323 per night (USD)
Expedia
In Town Location Near Beach Pet Friendly AC Wifi The Priscilla House!
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 20
9 Bedrooms- 5.5 Bathrooms- Sleeps 20 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
From $2323 per night (USD)Expedia
- Click For Pricing
VRBO
Walk to Beach Heated Pool Pet Friendly AC WiFi Sand Simeon
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
6 bedrooms- 6.5 Bathrooms- Sleeps 14 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
Click For PricingVRBO
- From $750 per night (USD)
Expedia
Walk to Beach, Central AC, WiFi, great outdoor space
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
3 Bedroom- 3.5 Bathrooms- Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
From $750 per night (USD)Expedia
- From $386 per night (USD)
VRBO
Stay At The Barn In Chatham! Walk To Town & The Beach!
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 8
*IMPORTANT NOTES - Please Read* -Saturday-to-Saturday Rentals only from late June to Labor Day. -Linens and towels are n ...
From $386 per night (USD)VRBO
- From $451 per night (USD)
Expedia
Close to Beach and Town Pet Friendly A C The Cape House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedrooms- 2 Bathrooms- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $451 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Walk to Chatham AC Close to Beach WiFi Linens Included
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
3 Bedroom - 3.5 Baths - Sleeps 7 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $397 per night (USD)VRBO
- From $590 per night (USD)
Expedia
Walk to Beach Quarter Mile to Bike Trail AC Wifi Summer Oasis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom - 2.5 Baths - Sleeps 9 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $590 per night (USD)Expedia
- From $1067 per night (USD)
VRBO
Walk to Beach and Town, Hot tub, Sleeps 8, Pet Friendly
- Bedrooms:
- 6
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom and a second-floor loft with sleeping area- 5.5 Bathroom- Sleeps 8 During Peak Summer Season Until Labor Day - ...
From $1067 per night (USD)VRBO
- From $672 per night (USD)
Expedia
Ocean views Walk to Beach Pet Friendly AC Private
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
4 Bedroom - 4 Baths - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $672 per night (USD)Expedia
- From $572 per night (USD)
VRBO
Town Home Community pool tennis AC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
3 Bedroom- 3 Bathroom- Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $572 per night (USD)VRBO
- From $485 per night (USD)
Expedia
Walk to Beach, Pet Friendly, AC units, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bedroom- 2 Bathroom- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $485 per night (USD)Expedia
- From $541 per night (USD)
VRBO
Walk to Beach, AC, WiFi, Private, Fire pit
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
4 Bedroom- 3 Bathroom- Sleeps 9 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $541 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Near Beach, Renovated Condo, AC, Wifi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1 Bedroom- 1 Bathroom- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $264 per night (USD)Expedia
- Click For Pricing
VRBO
Walk to Beach Pet Friendly Walk Bike to Town AC Salty Paws
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom- 2 Bathroom- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
Click For PricingVRBO
- From $595 per night (USD)
Expedia
Lake front, Near Beach, AC, WiFi, Pet Friendly near Bike Path
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom - 2.5 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $595 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Walk to Beach Central AC WiFi Private The Rosa Rugosa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $350 per night (USD)VRBO
- From $1850 per night (USD)
Expedia
Walk to Beach, Heated pool, AC, WiFi, modern coastal decor, dog friendly
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
4 Bedroom - 3.5 Baths - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $1850 per night (USD)Expedia
- From $486 per night (USD)
VRBO
Walk to beach, AC, Gourmet Kitchen, Family friendly ranch, Sea Glass
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
3 bedroom- 2 bath- sleeps 7 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $486 per night (USD)VRBO
- From $875 per night (USD)
VRBO
Charming Waterfront House in Chatham
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Very private lakefront setting with spectacular views and private beach. Filled with Charm. It was the original Ice Hous ...
From $875 per night (USD)VRBO
- From $391 per night (USD)
VRBO
Walk to Beach Central AC WiFi Beach Pearl
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
2 bedrooms- 2 baths- sleeps 5 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many o ...
From $391 per night (USD)VRBO
- From $1113 per night (USD)
VRBO
LOCATION LOCATION 200 YARDS 2 CHATHAM VILLAGE AND BEACH OVERLOOKS OYSTER POND
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Location ! Location! Location ! Everything within walking distance . . . 200 yards to Chatham downtown, 200 yards to pub ...
From $1113 per night (USD)VRBO
- From $570 per night (USD)
VRBO
Charming, Airy Coastal Getaway in Chatham Cape Cod Near the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This adorable cottage features an updated coastal farmhouse style. Located in South Chatham, a scenic, half-mile walk f ...
From $570 per night (USD)VRBO
- From $557 per night (USD)
VRBO
GREAT LOCATION....CLOSE TO TOWN AND TWO SALTWATER BEACH AREAS!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy The Loop from this spectacular rental property-- a beautiful two mile walking path boasting spectacular ocean view ...
From $557 per night (USD)VRBO
- From $494 per night (USD)
VRBO
Charming Cape Cottage in Chatham, 2 Min From Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Forest Sands cottage is comfortably decorated in Classic Cape style, a 2 minute walk from Forest Beach, and 10 minute sp ...
From $494 per night (USD)VRBO
- From $733 per night (USD)
VRBO
Charming , very private 4 bedroom, 3.5 Bath Cape. Walk to Town & Oyster Pond
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
A charming 4 bedroom, 3.5 bath cape with large kitchen, private backyard, includes all amenities, patio and deck that ...
From $733 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Location, location, location
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Brand new remodeled kitchen. Charming 4 bedroom cape. Great location! Not your typical rental. We only rent a few we ...
From $500 per night (USD)VRBO
- From $380 per night (USD)
VRBO
3 bed 3 bath. Premium linens provided. Pet friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
When you arrive you will find that our architect maximized light, air and views, with great flow from the upstairs vault ...
From $380 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Delightful Cottage for Two
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This true Cape Cod cottage is ideal for a couple. Located in a 6 acre private community on beautiful White Pond. It is n ...
From $150 per night (USD)VRBO
- From $715 per night (USD)
Expedia
Sprawling Family home located across from Chatham Harbor
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Sprawling Family home 3-minute walk to the beautiful Chatham Beach Relax and enjoy your summer family vacation in this ...
From $715 per night (USD)Expedia
- From $525 per night (USD)
VRBO
Spacious, private cottage just a few minutes walk to Ridgevale Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summer living less than a 1/2 mile from one of Cape Cod's best beaches! This home offers room to spread out, with living ...
From $525 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Fully Updated Chatham Cottage Near Hardings Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our entirely renovated 'old Cape' cottage, with a sunny, open floor plan, brand new appliances and furnishing ...
From $225 per night (USD)VRBO
- From $2080 per night (USD)
VRBO
Luxury 9 BR Home w\/ Pool in Downtown Chatham
- Bedrooms:
- 13
- Bathrooms:
- 9
- Sleeps:
- 21
This wonderfully renovated 1877 home, nestled in downtown Chatham, is centrally located within walking distance from eve ...
From $2080 per night (USD)VRBO
- From $2450 per night (USD)
VRBO
Chatham Private Estate. Heated Pool, Sleeps 16, AC, walk to beach\/town
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 18
Brand new heated pool for 2021! 18X40 with automatic pool cover, and completely fenced in for safety. Design includes ma ...
From $2450 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Walk to School House Pond in Chatham.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 2500sq ft house is 8yrs old and offers all the toys including a hot tub, sauna, bikes and kayaks for guest use. Fro ...
From $285 per night (USD)VRBO
- From $767 per night (USD)
VRBO
Fully Renovated Chatham 3 Bedroom with Water Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This home is represented by Nauset Rental, a local vacation rental management company. Beautiful recently renovated Ch ...
From $767 per night (USD)VRBO
- From $269 per night (USD)
VRBO
Beautiful 2-bed Condo on Serene Frost Fish Creek; Convenient N Chatham location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
LOCATION Stylishly renovated first-floor, two-bedroom condo in a private setting overlooking Frost Fish Creek in North C ...
From $269 per night (USD)VRBO
- From $798 per night (USD)
VRBO
300 Yds on Sidewalk to Hardings Beach; On Private 1.5 Acres. Week 7\/13 Avail.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
If you have children or grandchildren, Blue Skye is for you. Lots of lawn to run and play, but they are far from the st ...
From $798 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Cozy renovated classic Cape cottage a short walk to Forest Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This cute 2 bedroom 1 bath cottage was recently completely renovated inside and is bright, clean and cozy. It is locat ...
From $250 per night (USD)VRBO
- From $1603 per night (USD)
VRBO
Exquisite Old Cape Charm, Spectacular Views, Huge Private Beach, Sleeps 20
- Bedrooms:
- 8
- Bathrooms:
- 13
- Sleeps:
- 20
This is the old Cape Cod at its loveliest and most peaceful. Although the oldest part of the house was originally a cott ...
From $1603 per night (USD)VRBO
- From $219 per night (USD)
VRBO
Cape Cod Chatham Water View Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Secluded Cape Cod Chatham retreat on tidal estuary creek. Private entrance from flagstone patio. Quiet large designer st ...
From $219 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Chatham Cottage on the Big Pond One Mile to Ocean Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Get away and relax at our cottage on White Pond in beautiful Chatham Cape Cod. The cottage has a private fresh water bea ...
From $185 per night (USD)VRBO